Abstract:
:A series of representative optically active derivatives of 4-hydroxy-5-alkylcyclopent-2-en-1-one were prepared from the respective 2-furyl methyl carbinols via the Piancatelli rearrangement followed by the enzymatic kinetic resolution of racemates. Applicability of chiroptical methods (experimental and calculated electronic circular dichroism [ECD] and vibrational circular dichroism [VCD] spectra) to determine the absolute configuration of both stereogenic centers in 4-hydroxy-5-methylcyclopent-2-en-1-one was demonstrated. It was also demonstrated that the concurrent application of ECD and VCD spectroscopy can be used for the determination of the configuration of two stereogenic centers.
journal_name
Chiralityjournal_title
Chiralityauthors
Frelek J,Karchier M,Madej D,Michalak K,Różański P,Wicha Jdoi
10.1002/chir.22322subject
Has Abstractpub_date
2014-06-01 00:00:00pages
300-6issue
6eissn
0899-0042issn
1520-636Xjournal_volume
26pub_type
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